Highly Diastereo‐ and Enantioselective Organocatalyzed Michael/Oxa‐Michael Sequence: Asymmetric Synthesis of Pyranonaphthoquinone Derivatives

摘要

An efficient asymmetric synthesis of pyranonaphthoquinones via Michael addition and oxo‐Michael cyclization sequence of 2‐hydroxy‐1,4‐naphthoquinone with (E)‐2‐nitroallylic acetates has been developed. The synthetically useful chiral pyranonaphthoquinone derivatives were obtained in moderate to high yields and high enantioselectivities. This approach offers a facile way to prepare chiral pyranonaphthoquinone derivatives with a wide range of functional group tolerance.